4-benzyloxymethyl-6-ethyl-2-[3-(2-oxo-ethyl)-1H-indol-2-yl]-azepane-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:4-benzyloxymethyl-6-ethyl-2-[3-(2-oxo-ethyl)-1H-indol-2-yl]-azepane-1-carboxylic acid tert-butyl ester
CAS No.:378244-00-9
Molecular Formula:C₃₁H₄₀N₂O₄
Molecular Weight:504.67
Hs Code.:

4-benzyloxymethyl-6-ethyl-2-[3-(2-oxo-ethyl)-1<i>H</i>-indol-2-yl]-azepane-1-carboxylic acid <i>tert</i>-butyl ester

Synonyms:4-benzyloxymethyl-6-ethyl-2-[3-(2-oxo-ethyl)-1H-indol-2-yl]-azepane-1-carboxylic acid tert-butyl ester

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Chemical Property of 4-benzyloxymethyl-6-ethyl-2-[3-(2-oxo-ethyl)-1H-indol-2-yl]-azepane-1-carboxylic acid tert-butyl ester

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Technology Process of 4-benzyloxymethyl-6-ethyl-2-[3-(2-oxo-ethyl)-1H-indol-2-yl]-azepane-1-carboxylic acid tert-butyl ester

There total 17 articles about 4-benzyloxymethyl-6-ethyl-2-[3-(2-oxo-ethyl)-1H-indol-2-yl]-azepane-1-carboxylic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

: 378243-99-3
4-benzyloxymethyl-2-(3-cyanomethyl-1H-indol-2-yl)-6-ethyl-azepane-1-carboxylic acid tert-butyl ester

: 378244-00-9
4-benzyloxymethyl-6-ethyl-2-[3-(2-oxo-ethyl)-1H-indol-2-yl]-azepane-1-carboxylic acid tert-butyl ester

Guidance literature:: 4-benzyloxymethyl-2-(3-cyanomethyl-1H-indol-2-yl)-6-ethyl-azepane-1-carboxylic acid tert-butyl ester; With diisobutylaluminium hydride; at -78 ℃;

With sulfuric acid; In water;
DOI:10.1016/S0040-4039(01)01538-6

Reference yield:

: 193558-26-8
3-oxotricyclo[4.2.1.0^2.5]non-7-ene

: 378244-00-9
4-benzyloxymethyl-6-ethyl-2-[3-(2-oxo-ethyl)-1H-indol-2-yl]-azepane-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 17 steps

1.1: 93 percent / OsO₄; 4-methylmorpholine N-oxide

2.1: 57 percent / Irradiation

3.1: 99 percent / H₂ / PtO₂ / ethyl acetate

4.1: NaIO₄

4.2: NaBH₄

5.1: Et₃N

6.1: NaN₃ / dimethylformamide / 80 °C

7.1: 95 percent / H₂; NH₃ / Pd-C / methanol

8.1: 84 percent / NaH / tetrahydrofuran

9.1: 100 percent / t-BuLi / -78 °C

10.1: LiEt₃BH / -78 °C

10.2: 78 percent / HCl

11.1: BuLi; Me₂AlCl / CH₂Cl₂ / -78 - 0 °C

11.2: 75 percent / TBAF

12.1: 89 percent / CuI; Et₃N / (Ph₃P)2PdCl₂ / Heating

13.1: 65 percent / NaOEt / ethanol / Heating

14.1: dimethylformamide / 100 °C

15.1: DIBAL / -78 °C

15.2: 92 percent / H₂SO₄ / H₂O

With sodium periodate; copper(l) iodide; osmium(VIII) oxide; n-butyllithium; sodium azide; ammonia; hydrogen; tert.-butyl lithium; sodium ethanolate; dimethylaluminum chloride; sodium hydride; diisobutylaluminium hydride; lithium triethylborohydride; 4-methylmorpholine N-oxide; triethylamine; platinum(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 12.1: Sonogashira reaction;
DOI:10.1016/S0040-4039(01)01538-6

Reference yield:

: 378243-88-0
(R)-4-((R)-2-Hydroxymethyl-butyl)-dihydro-furan-2-one

: 378244-00-9
4-benzyloxymethyl-6-ethyl-2-[3-(2-oxo-ethyl)-1H-indol-2-yl]-azepane-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 13 steps

1.1: Et₃N

2.1: NaN₃ / dimethylformamide / 80 °C

3.1: 95 percent / H₂; NH₃ / Pd-C / methanol

4.1: 84 percent / NaH / tetrahydrofuran

5.1: 100 percent / t-BuLi / -78 °C

6.1: LiEt₃BH / -78 °C

6.2: 78 percent / HCl

7.1: BuLi; Me₂AlCl / CH₂Cl₂ / -78 - 0 °C

7.2: 75 percent / TBAF

8.1: 89 percent / CuI; Et₃N / (Ph₃P)2PdCl₂ / Heating

9.1: 65 percent / NaOEt / ethanol / Heating

10.1: dimethylformamide / 100 °C

11.1: DIBAL / -78 °C

11.2: 92 percent / H₂SO₄ / H₂O

With copper(l) iodide; n-butyllithium; sodium azide; ammonia; hydrogen; tert.-butyl lithium; sodium ethanolate; dimethylaluminum chloride; sodium hydride; diisobutylaluminium hydride; lithium triethylborohydride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 8.1: Sonogashira reaction;
DOI:10.1016/S0040-4039(01)01538-6